3-(Tert-butoxy)-1-iodohexane → HCID 178443582, compound

HRID 436091Notes

Reaction equation

HRID 436091 reaction equation
C(OC(CCCCC)CCI)(C)(C)C.C(OC(CCC)CCI)(C)(C)C.[C:27]([O:31][CH:32]([C:37]#[C:38][CH2:39][CH2:40][CH3:41])[CH2:33][CH2:34][Mg:35][I:36])([CH3:30])([CH3:29])[CH3:28].C(OC(C#CCCC)CCI)(C)(C)C>>[C:27]([O:31][CH:32]([CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])[CH2:33][CH2:34][Mg:35][I:36])([CH3:30])([CH3:29])[CH3:28].[C:27]([O:31][CH:32]([CH2:37][CH2:38][CH3:39])[CH2:33][CH2:34][Mg:35][I:36])([CH3:30])([CH3:29])[CH3:28]

Participants

6

Reactant 4

HCID 204656183-(Tert-butoxy)-1-iodohexaneHCID 204656323-tert-Butoxy-1-iodooctaneHCID 204657473-t-Butoxy-1-iodo-4-octyneHCID 178443581HCID 178443581, compound

Product 2

HCID 178443582HCID 178443582, compoundHCID 178444612HCID 178444612, compound

Procedure

Treatment of the cyclopentenones designated in the table below with the designated Grignard reagents by the procedure of Example 493 is productive of the alkyl 9-oxo-15-t-butoxy-8ξ -prostanoates and prostenoates of the table. 3-t-Butoxyoctylmagnesium iodide was prepared from 3-t-butoxy-1-iodooctane (Example 492); 3-t-butoxyhexyl magnesium iodide was prepared from 3-t-butoxy-1-iodohexane (Example 502), 3-t-butoxy-4-octynyl magnesium iodide was prepared from 3-t-butoxy-1-iodo-4-octyne (Example 500); and 3-t-butoxy-4-cis-octenyl magnesium iodide was prepared from 3-t-butoxy-1-iodo-4-cis-octene (Example 501).

Sources & evidence

ORD record
ord-8a0468f6b0e846f7bf781ca1c4bcafc0
Source dataset
uspto-grants-1977_02
Patent number
US04007210

Reaction notes

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